ACCESSION: MSBNK-AAFC-AC000766
RECORD_TITLE: Viridicatumtoxin; LC-ESI-ITFT; MS2; CE: 55; R=17500; [M-H]-
DATE: 2017.07.07
AUTHORS: Megan J. Kelman, Justin B. Renaud, Mark W. Sumarah, Agriculture and Agri-Food Canada
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) 2017
COMMENT: CONFIDENCE Penicillium amphipolaria
CH$NAME: Viridicatumtoxin
CH$NAME: (1S,7a'S,11a'R)-5',6',7a',10',11a'-Pentahydroxy-3'-methoxy-2,6,6-trimethyl-7',8',12'-trioxo-7',7a',8',11',11a',12'-hexahydro-1'H-spiro[cyclohex-2-ene-1,2'-cyclopenta[de]tetracene]-9'-carboxamide
CH$COMPOUND_CLASS: Natural Product; Fungal metabolite
CH$FORMULA: C30H31NO10
CH$EXACT_MASS: 565.19478
CH$SMILES: CC1=CCCC([C@@]12CC3=C4[C@@H]([C@]5(CC(=O)C(=C([C@]5(C(=O)C4=C(C6=C3C2=C(C=C6O)OC)O)O)O)C(=O)N)O)O)(C)C
CH$IUPAC: InChI=1S/C30H31NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,23,32,34-36,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t23-,28-,29-,30+/m0/s1
CH$LINK: INCHIKEY
FNSQKFOXORBCCC-WBWZXODPSA-N
CH$LINK: CAS
39277-41-3
CH$LINK: PUBCHEM
CID:54686377
CH$LINK: CHEMSPIDER
29355821
AC$INSTRUMENT: Q-Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: IONIZATION_VOLTAGE 3.9 kV
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 55(NCE)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Agilent RRHD Eclipse 50 x 2 mm, 1.8 uM
AC$CHROMATOGRAPHY: FLOW_GRADIENT 100:0 at 0 min, 100:0 at 0.5 min, 0:100 at 3.5 min, 0:100 at 5.5 min, 100:0 at 7 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 mL min-1
AC$CHROMATOGRAPHY: RETENTION_TIME 3.95
AC$CHROMATOGRAPHY: NAPS_RTI 1400
AC$CHROMATOGRAPHY: SOLVENT A H2O 0.1% FA
AC$CHROMATOGRAPHY: SOLVENT B ACN 0.1% FA
MS$FOCUSED_ION: BASE_PEAK 346.0837
MS$FOCUSED_ION: PRECURSOR_M/Z 564.188
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Proteowizard
MS$DATA_PROCESSING: RECALIBRATE based on Fragment ion formula determination
MS$DATA_PROCESSING: INTENSITY CUTOFF 0.05 Base Peak
PK$SPLASH: splash10-022a-0019000000-b9d11762592a07e64930
PK$ANNOTATION: m/z tentative_formula mass_error(ppm)
135.0075 C7H3O3- -9.29
150.0179 C4H6O6- 6.25
166.9971 C7H3O5- -8.83
237.0558 C15H9O3- 0.38
239.0342 C14H7O4- -3.21
239.0717 C15H11O3- 1.41
249.0543 C16H9O3- -5.66
250.0641 C16H10O3- 2.26
263.0707 C17H11O3- -2.52
264.0795 C17H12O3- 1.18
265.0498 C16H9O4- -3.09
265.0866 C17H13O3- -1.56
275.0688 C18H11O3- -9.31
277.0509 C17H9O4- 1.01
278.0574 C17H10O4- -3.76
279.0672 C17H11O4- 3.33
280.0735 C17H12O4- -2.14
287.07 C19H11O3- -4.74
289.0497 C18H9O4- -3.18
289.0879 C19H13O3- 3.06
290.0941 C19H14O3- -2.55
291.0668 C18H11O4- 1.81
291.1008 C19H15O3- -6.41
293.0452 C17H9O5- -1.13
293.0811 C18H13O4- -2.81
295.0255 C16H7O6- 2.41
295.0968 C18H15O4- -2.63
299.0714 C20H11O3- 0.13
300.0778 C20H12O3- -4.63
301.086 C20H13O3- -3.37
302.0945 C20H14O3- -1.13
303.066 C19H11O4- -0.9
303.1007 C20H15O3- -6.49
304.0734 C19H12O4- -2.3
305.0452 C18H9O5- -1.08
305.0812 C19H13O4- -2.37
305.1154 C20H17O3- -9.56
307.0607 C18H11O5- -1.57
308.0665 C18H12O5- -8.14
309.0409 C17H9O6- 1.49
313.0871 C21H13O3- 0.27
314.0944 C21H14O3- -1.4
315.066 C20H11O4- -0.86
315.1004 C21H15O3- -7.19
316.0742 C20H12O4- 0.32
317.0445 C19H9O5- -3.25
317.0817 C20H13O4- -0.71
318.0522 C19H10O5- -3.63
318.089 C20H14O4- -2.36
319.0237 C18H7O6- -3.41
319.0612 C19H11O5- 0.06
319.1331 C21H19O3- -2.73
320.0686 C19H12O5- -1.27
320.1402 C21H20O3- -4.99
321.0763 C19H13O5- -1.66
322.1557 C21H22O3- -5.43
325.0859 C22H13O3- -3.43
326.0937 C22H14O3- -3.5
327.0659 C21H11O4- -1.14
328.0737 C21H12O4- -1.21
329.0451 C20H9O5- -1.31
329.0813 C21H13O4- -1.9
329.1161 C22H17O3- -6.74
331.0612 C20H11O5- 0.05
331.0979 C21H15O4- 0.98
332.0669 C20H12O5- -6.35
333.0461 C15H11N1O8- -8.65
333.0767 C20H13O5- -0.4
333.1134 C21H17O4- 0.52
334.049 C19H10O6- 2.2
334.0845 C20H14O5- -0.48
335.0204 C18H7O7- 2.1
335.0563 C19H11O6- 0.62
335.0924 C20H15O5- -0.26
335.1658 C22H23O3- 1.57
336.1359 C21H20O4- -2.4
341.0812 C22H13O4- -2.12
342.0889 C22H14O4- -2.48
343.0602 C21H11O5- -2.86
343.0972 C22H15O4- -1.1
344.0671 C21H12O5- -5.55
345.0394 C20H9O6- -3.01
345.0764 C21H13O5- -1.26
346.0475 C20H10O6- -2.21
346.0837 C21H14O5- -2.77
347.0545 C20H11O6- -4.59
347.0926 C21H15O5- 0.33
348.0639 C20H12O6- -0.05
349.0713 C20H13O6- -1.27
351.0503 C19H11O7- -2.0
351.159 C22H23O4- -3.37
353.079 C23H13O4- -8.28
355.0603 C22H11O5- -2.48
355.0978 C23H15O4- 0.63
357.0385 C21H9O6- -5.43
357.0713 C29H9- 0.9
357.1131 C23H17O4- -0.36
358.0819 C22H14O5- -7.71
359.0545 C21H11O6- -4.43
359.0928 C22H15O5- 0.87
360.0617 C21H12O6- -6.16
360.101 C22H16O5- 1.91
361.0337 C20H9O7- -4.57
361.0694 C21H13O6- -6.49
361.1079 C22H17O5- -0.66
362.0794 C21H14O6- -0.47
363.0867 C21H15O6- -1.92
363.1276 C25H17N1O2- 3.09
364.1344 C25H18N1O2- 0.26
368.0677 C23H12O5- -3.55
369.0752 C23H13O5- -4.43
370.0838 C23H14O5- -2.32
371.0538 C22H11O6- -6.18
371.0936 C23H15O5- 3.0
372.0617 C22H12O6- -5.96
373.0704 C22H13O6- -3.6
374.0787 C22H14O6- -2.33
375.0495 C21H11O7- -4.0
377.0648 C21H13O7- -4.92
377.1391 C23H21O5- -0.91
379.1552 C23H23O5- 0.28
383.0902 C24H15O5- -5.97
383.1316 C28H17N1O1- 0.08
385.0649 C30H9O1- -2.57
385.1101 C27H15N1O2- -1.89
386.0788 C23H14O6- -1.99
387.0867 C23H15O6- -1.8
387.121 C24H19O5- -7.21
388.096 C23H16O6- 2.0
390.0732 C22H14O7- -3.28
401.1025 C24H17O6- -1.37
402.1479 C25H22O5- 1.57
404.1271 C24H20O6- 1.42
411.1232 C26H19O5- -1.44
413.0665 C24H13O7- -0.37
414.0743 C24H14O7- -0.43
417.171 C26H25O5- 0.61
419.1495 C25H23O6- -1.2
425.1379 C27H21O5- -3.63
427.1177 C26H19O6- -2.34
429.136 C29H19N1O3- -2.42
441.169 C28H25O5- -3.96
443.1497 C27H23O6- -0.69
455.1162 C30H17N1O4- -0.22
461.1587 C27H25O7- -4.05
PK$NUM_PEAK: 154
PK$PEAK: m/z int. rel.int.
68.9965 57920.42578125 87
95.0123 28437.291015625 42
99.0069 31699.9140625 47
111.0071 102283.6796875 155
123.0069 133944.125 204
135.0088 26360.314453125 39
139.0018 108266.65625 164
141.0175 104123.625 158
149.9942 56417.5703125 85
150.017 60752.41796875 92
166.9986 149156.0625 227
237.0557 23566.1171875 35
239.035 29190.03125 43
239.0714 21346.84765625 31
249.0557 73710.4140625 111
250.0635 57275.50390625 86
263.0714 32074.373046875 48
264.0792 97858.390625 148
265.0506 91871.9296875 139
265.087 133660.71875 203
275.0714 28027.7734375 41
277.0506 26222.78515625 39
278.0584 25169.337890625 37
279.0663 75072.1796875 114
280.0741 196083.546875 299
287.0714 33915.8828125 50
289.0506 26104.935546875 38
289.087 30069.935546875 45
290.0948 23907.75390625 35
291.0663 20930.037109375 31
291.1027 21051.697265625 31
293.0455 199611.625 304
293.0819 58423.9296875 88
295.0248 65786.484375 99
295.0976 68735.3203125 104
299.0714 26860.630859375 40
300.0792 28441.52734375 42
301.087 67062.0703125 101
302.0948 65010.421875 98
303.0663 166003.796875 253
303.1027 50981.17578125 77
304.0741 32195.736328125 48
305.0455 77892.2109375 118
305.0819 55741.71875 84
305.1183 101322.1328125 154
307.0612 85102.734375 129
308.069 101650.8984375 154
309.0404 27218.0234375 40
313.087 57464.14453125 87
314.0948 28741.1328125 43
315.0663 72167.8359375 109
315.1027 40057.1171875 60
316.0741 29299.58203125 43
317.0455 178845.9375 273
317.0819 110441.5546875 168
317.115 22044.33984375 32
318.0534 24182.640625 36
318.0897 189239.28125 288
319.0248 71721.5078125 108
319.0612 109987.890625 167
319.134 29058.474609375 43
320.069 98034.2734375 149
320.1418 102803.5234375 156
321.0768 217553.890625 332
322.1574 25256.33203125 37
325.087 23643.328125 35
326.0948 159978.71875 244
327.0663 149040.828125 227
328.0741 31449.0390625 47
329.0455 77198.90625 117
329.0819 118123.1328125 179
329.1183 26292.716796875 39
331.0612 396534.625 606
331.0976 80271.90625 121
332.069 30333.22265625 45
333.049 180235.671875 275
333.0768 169777.375 259
333.1132 74140.3671875 112
334.0483 45650.9140625 68
334.0847 155289.984375 236
335.0197 31338.85546875 47
335.0561 89189.4375 135
335.0925 34694.7109375 52
335.1653 54396.05078125 82
336.1367 70040.453125 106
341.0819 96822.1171875 147
342.0897 241225.359375 368
343.0612 94220.1015625 143
343.0976 68523.609375 103
344.069 127560.28125 194
345.0404 42442.3515625 64
345.0768 336977.84375 515
346.0483 27935.50390625 41
346.0847 652714.0 999
347.0561 129321.8203125 197
347.0925 54584.3984375 82
348.0639 291861.6875 446
349.0717 85600.703125 130
351.051 62234.8984375 94
351.1602 36523.91015625 54
353.0819 26529.8828125 39
355.0612 316709.71875 484
355.0976 31602.37890625 47
357.0404 97514.7734375 148
357.071 112474.8125 171
357.1132 24032.046875 35
358.0847 60739.65625 92
359.0561 53524.64453125 81
359.0925 157252.15625 239
360.0639 33281.15234375 49
360.1003 63459.8671875 96
361.0353 25472.46875 38
361.0717 76653.1875 116
361.1081 332598.84375 508
362.0796 90227.75 137
363.0874 438724.40625 671
363.1265 26543.037109375 39
364.1343 23281.23828125 34
368.069 55017.4375 83
369.0768 187168.828125 285
370.0847 587371.5 898
371.0561 322228.71875 492
371.0925 38745.76953125 58
372.0639 266296.5 406
373.0717 454038.78125 694
374.0796 20978.345703125 31
375.051 69294.0390625 105
377.0667 34337.6796875 51
377.1394 297855.28125 455
379.1551 54261.30078125 82
383.0925 34663.8203125 52
383.1316 25480.361328125 38
385.0659 42206.0703125 63
385.1108 303089.1875 463
386.0796 141698.046875 216
387.0874 209104.953125 319
387.1238 38508.0390625 57
388.0952 110349.0234375 168
390.0745 155800.171875 237
401.103 70085.7578125 106
402.1473 32120.875 48
404.1265 31398.033203125 47
411.1238 60218.95703125 91
413.0667 70532.3046875 107
414.0745 53001.6484375 80
417.1707 92782.1015625 141
419.15 486117.6875 743
425.1394 30760.056640625 46
427.1187 56777.5703125 85
429.137 29422.45703125 44
441.1707 71183.046875 108
443.15 83660.3203125 127
455.1163 25578.21484375 38
461.1606 61972.5390625 93
//
